Patent GB-699531-A (GB)
Title: Improvements in the manufacture of condensation products
IPC: C14C3/20
Filed: 1951-07-16
Abstract: Water-soluble condensation products, some of which are resinous, are manufactured by condensing, in an aqueous alkaline medium, the alkali bisulphite addition compounds of carbonyl compounds, or of compounds behaving like carbonyl compounds with respect to alkali bisulphites, with formaldehyde and p-aminobenzenesulphonamide, or with the methylol compound of p-aminobenzenesulphonamide, or by reacting the alkali bisulphite addition products of the methylol derivatives of carbonyl compounds with p-aminobenzenesulphonamide.  The products may be further reacted with organic compounds capable of condensation with the hydroxy groups therein with elimination of water, or with compounds capable of reacting with the aromatic amino groups. The products are useful as substitutes for tannin (e.g. for tanning leather, precipitating basic dyestuffs or albumen, or reserving wool), as intermediates for dyestuffs, and for pharmaceutical and cosmetic preparations.  Specified starting materials and reactants, some of which are employed in examples, are: for reaction with formaldehyde and p - aminobenzenesulphonamide or with the methylol compound of p-aminobenzenesulphonamide: the alkali bisulphite compounds of acetone, acetaldehyde, crotonaldehyde, acetonylacetone, 3-oxobutane-1 : 4-diol, pyroracemic acid, b -methylglycerine aldehyde, sugars (e.g. dextrose and rhamnose), formose, glucosides, amino-sugars, and acetonated, alkylated or acylated polyhydroxycarbonyl compounds (including both mono- and polybisulphite compounds of compounds containing more than one carbonyl group); for direct reaction with p-aminobenzenesulphonamide alone: the sodium bisulphite compounds of tetramethylolacetone and of dihydroxyacetone; for reaction with the hydroxy groups: phenol, cresols, naphthols, resorcinol, salicylic acid, p-aminosalicylic acid, aniline, sulphanilic acid and its amide, p : p1-dihydroxydiphenyl sulphone, phenolsulphonic acids, naphtholsulphonic acids, lignin sulphonic acids, gynocardic acid, urea, thiourea, semi-carbazide, thiosemicarbazide, melamine, chlorophenols, and formaldehyde or sulphur condensation products of these compounds; for reaction with the amino groups: dextrose.ALSO:Water-soluble condensation products, the probable formul  of some of which are given, are manufactured by condensing, in an aqueous alkaline medium, the alkali bisulphite addition compounds of carbonyl compounds, or of compounds behaving like carbonyl compounds with respect to alkali bisulphites, with formaldehyde and p-aminobenzenesulphonamide, or with the methylol compound of p-aminobenzenesulphonamide, or by reacting the alkali bisulphite addition products of the methylol derivatives of carbonyl compounds with p-aminobenzenesulphonamide.  The products may be further reacted with organic compounds capable of condensation with the hydroxy groups therein with elimination of water, or with compounds capable of reacting with the aromatic amino groups.  The products are useful as substitutes for tannin (e.g. for tanning leather, precipitating basic dyestuffs or albumen, or reserving wool), as intermediates for dyestuffs, and for pharmaceutical and cosmetic preparations.  Specified starting materials and reactants, some of which are employed in examples, are: for reaction with formaldehyde and p-aminobenzenesulphonamide or with the methylol compound of p-aminobenzenesulphonamide: the alkali bisulphite compounds of acetone, acetaldehyde, crotonaldehyde, acetonylacetone, 3-oxobutane-1 : 4-diol, pyroracemic acid, b -methylglycerine aldehyde, sugars (e.g. dextrose and rhamnose), formose, glucosides, amino-sugars, and acetonated, alkylated or acylated polyhydroxycarbonyl compounds (including both mono- and poly-bisulphite compounds of compounds containing more than one carbonyl group); for direct reaction with p-aminobenzenesulphonamide alone: the sodium bisulphite compounds of tetramethylolacetone and of dihydroxyacetone; for reaction with the hydroxy groups: phenol, cresols, naphthols, resorcinol, salicylic acid, p-aminosalicylic acid, aniline, sulphanilic acid and its amide, p : p1-dihydroxydiphenyl sulphone, phenolsulphonic acids, naphtholsulphonic acids, lignin sulphonic acids, gynocardic acid, urea, thiourea, semicarbazide, thiosemicarbazide, melamine, chlorophenols, and formaldehyde or sulphur condensation products of these compounds; for reaction with the amino groups: dextrose.